Monodiazo compounds of 1.4-diaminoanthraquinone-beta-sulphonic acids and process of preparing the same



Patented (Jet. 30, 1928.

PAT NT" OFFICE.

GEOBG KBKNZLEIN AND FRITZ ROEMER,

PUBATION OF DELAWARE.

MONODIAZO COMPOUNDS OF HOCHST-ON-THE-MAIN, GERMANY, .AS- SIGNOBS TO GBASSELLI DYESTUFF CDRPOBATIQN, OF NEW YORK, N. Y., A GOD- OF 1.4-DIAMINOANTHRAQUINOHE-fl-SULPIHONIC AGID$ AND IPBOCESS OF PREPARING THE SAME.

11o Drawing. Application filed January 18, 1927, Serial No. 161,954, and in Germany January 25, 1926 Our present invention relates to monodi'azo compounds of the l4-diaminoanthruquinone- 'beta sulphonic acid compounds containing a sulphonic group in the 2-position.

We have found that 1.4-diaminounthrauinone-Q-sulphonic acid or derivatiyes t creof, for instance the compounds substituted in 6or 7position', yield by diazotization, even if there is a great excess of nitrate, either quinoneiinide derivatives nor' bisdiuzo compounds, but solely the 1-arn1no-' product is then filtered hy suction andwashed with a solution of common salt until neutral. It forms yellow crystalswhich are diflicultly soluble in water and soluble in concentrated sulphuric acid to u brownish yellow solution. It possesses the probable iormula:

00 sour O.SO:.OH

(2) 10 parts or sodium Lidiaminoanthraquinone-26-(or 2.7)-disulphonate are dissolved in 100 parts of titer, and to this solution are added 3 parts of sulphuric acid of 66 B, and, While stirring 2 parts of-sodium nitrite. Stirring is continued for some time at room-temperature and the sodium 1- aminoi-diazoniumanthraquinone 2.6- (2.7 disulphonate is separated by suiting it out whereupon it is filtered by suction end washed with a solution of common suit until neutral. It forms yellow crystals which are soluble in water and dissolve in concentrated sulphuric acid to a brownish-yellow solution.

It possesses the probable formula:

' I NET:

- smH (LSOLOE We claim: v 1, A process of preparing inonodiztzo com pounds of 1ai diarnino anthruquinone-betasulphonic acid compounds containing a sulphonic group in the 2-position which consists in treating 1. i-diuzninounthrsquinone 2-sulphon1c acid compounds with sodium 111- trlte in the presenceof mineral acids.

2. Av process of preparing monod azo compounds of 1.-diaminonnthraquinone-2.6- disulphonic acid which consists in treating 1.4- diaminoanthraquinone -2.6 disulphonic acid with sodium nitrite in the presence 01 mineral acids.

3. As new products the monodiazo cornpounds of 1.4:-diumino-anthraquinone-hetu-v sulphonic acid compounds containing a sulphonic group in the 2-position.

4. As new products l-amino-Qfi-disulphonic acid-anthraquinone-tdiazonium compounds.

5.'As.a new product l-amino-ZG-disulphonic acid-anthraquinone-ei diazoniumsulphate which forms yellow crystals which are soluble in water and dissolve: in concentrated sulphuric acid to a brownish yellew solut on.

In testimony whereof we aiiix our signeturcs.

scone KRANZLEIN FRITZ ROEMER.

CERTIFICATE or CORRECTION Patent No. 1,690,021. Granted 0mm so, 1928, m

GEORG KRANZLEIN ET AL.

It is hereby certified that error appears in the printed specification of the above numbered patent requiring correction as follows: Page 1, line l0, for the word "either" read "neither"; and that the said Letters'Patent should be read with this correction therein that the same may eonfonn to the record of the one in the Patent Oftice.

Signed'end sealed this 20th day of November, A. D. 1928.

M. J. Moore, (Seal) Acting Commissioner of Patents. 

